Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis
Abstract
Discovered in 2005, cyclic (alkyl)(amino)carbenes (CAACs) have led to numerous discoveries in the field of ruthenium olefin metathesis, until then largely dominated by the well-known N-heterocyclic carbenes (NHCs). Compared to the latter, CAACs are simultaneously more nucleophilic (σ-donating) and electrophilic (π-accepting), which leads to very strong metal-carbene bonds. Consequently, CAAC-ruthenium complexes are very robust, which leads to enhanced catalytic activities, as exemplified by the industrially relevant ethenolysis of unsaturated fatty acids (up to of 390,000 TON). Furthermore, we provide a comprehensive overview of the impact of CAAC ligands in olefin metathesis, including results which are discribed in patents.
- Authors:
-
[1];
[1];
[2];
[2]
- Univ. de Rennes (France)
- Univ. of California, San Diego, La Jolla, CA (United States)
- Publication Date:
- Research Org.:
- Univ. of California, San Diego, La Jolla, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1773898
- Grant/Contract Number:
- SC0009376
- Resource Type:
- Accepted Manuscript
- Journal Name:
- ACS Catalysis
- Additional Journal Information:
- Journal Volume: 11; Journal Issue: 3; Journal ID: ISSN 2155-5435
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; cyclic (alkyl)(amino)carbenes (CAACs); olefin metathesis; homogeneous catalysis; ruthenium catalysts; transition metals; ruthenium; hydrocarbons; ligands; catalysts; metathesis
Citation Formats
Morvan, Jennifer, Mauduit, Marc, Bertrand, Guy, and Jazzar, Rodolphe. Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis. United States: N. p., 2021.
Web. doi:10.1021/acscatal.0c05508.
Morvan, Jennifer, Mauduit, Marc, Bertrand, Guy, & Jazzar, Rodolphe. Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis. United States. https://doi.org/10.1021/acscatal.0c05508
Morvan, Jennifer, Mauduit, Marc, Bertrand, Guy, and Jazzar, Rodolphe. Wed .
"Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis". United States. https://doi.org/10.1021/acscatal.0c05508. https://www.osti.gov/servlets/purl/1773898.
@article{osti_1773898,
title = {Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis},
author = {Morvan, Jennifer and Mauduit, Marc and Bertrand, Guy and Jazzar, Rodolphe},
abstractNote = {Discovered in 2005, cyclic (alkyl)(amino)carbenes (CAACs) have led to numerous discoveries in the field of ruthenium olefin metathesis, until then largely dominated by the well-known N-heterocyclic carbenes (NHCs). Compared to the latter, CAACs are simultaneously more nucleophilic (σ-donating) and electrophilic (π-accepting), which leads to very strong metal-carbene bonds. Consequently, CAAC-ruthenium complexes are very robust, which leads to enhanced catalytic activities, as exemplified by the industrially relevant ethenolysis of unsaturated fatty acids (up to of 390,000 TON). Furthermore, we provide a comprehensive overview of the impact of CAAC ligands in olefin metathesis, including results which are discribed in patents.},
doi = {10.1021/acscatal.0c05508},
journal = {ACS Catalysis},
number = 3,
volume = 11,
place = {United States},
year = {Wed Jan 20 00:00:00 EST 2021},
month = {Wed Jan 20 00:00:00 EST 2021}
}
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